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The development of an enantioselective and diastereocontrolled approach to 8a-epi-D-swainsonine from achiral furtural is described. The reaction demonstrates the use of Noyori reduction, palladium-catalyzed glycosylation, diastereoselective dihydroxylation, and one-pot reductive cyclization.

The new strategy for the de novo synthesis of alpha-linked 1,4- and 1,6-oligosaccharides, which uses the palladium (Pd)-catalyzed glycosylation reaction is described. In addition, it is demonstrated that the oligo-pyranone products can be transformed into oligosaccharides by a simple reduction/oxidation sequence, which results in a highly efficient synthesis.

Research has been conducted on palladium(0)-catalyzed reaction. The authors have discovered that this reaction converts 2-substituted 6-tert-butoxycarboxy-2H-pyran-3(6H)-ones into 2-substituted 6-alkoxy-2H-pyran-3(6H)-ones.

[structure: see text] The enantioselective synthesis of the C-4' acylated 1,4-alpha,alpha-manno,manno-disaccharide fragment of mannopeptimycin-E has been achieved in seven steps from d-tyrosine. The route relies upon diastereoselective palladium-catalyzed glycosylation, diastereoselective reduction, and diastereoselective bis-dihydroxylation. The efficiency of the synthesis is demonstrated by the high overall yield (37%) and the preparation of various analogues.